Geranylgeraniol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    24034-73-9

    Molecular formula
    C20H34O

    SMILES
    CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CO)/C)/C)/C)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Floral 87.23%
    Waxy 59.45%
    Rose 53.66%
    Balsamic 53.13%
    Sweet 50.77%
    Green 50.77%
    Muguet 41.41%
    Fruity 40.87%
    Oily 40.35%
    Fresh 38.92%

    Scent© AI

  • Properties

    XLogP3-AA
    6.6

    Molecular weight
    290.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    346°C

    Flash point est.
    167.47 ˚C

  • Synonyms

    • Geranylgeraniol
    • 24034-73-9
    • Tetraprenol
    • Geranyl geraniol
    • (2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol
    • (E,E,E)-Geranylgeraniol
    • 7614-21-3
    • trans-Geranylgeraniol
    • Gernaylgeraniol
    • (E,E,E)-Geranylgeranyl alcohol
    • AIA02AJA3A
    • Geranylgeranyl alcohol
    • CHEBI:46762
    • trans,trans,trans-Geranylgeraniol
    • All-trans-Geranylgeraniol
    • Geranylgeraniol (Natural)
    • 2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-
    • MFCD00129083
    • Geranylgeraniol (Synthetic)
    • 2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (2E,6E,10E)-
    • CHEBI:24229
    • DTXSID001345665
    • 3,7,11,15-tetramethylhexadeca-2E,6E,10E,14-tetraen-1-ol
    • all trans-3,7,11-15-Tetramethyl-2,6,10,14-hexadecatetraen-1-ol
    • Geranylgeraniol (Natural) ~85%
    • (2~{E},6~{E},10~{E})-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol
    • UNII-AIA02AJA3A
    • Spectrum5_002040
    • 3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-ol
    • GERANYLGERANIOL [INCI]
    • SCHEMBL127330
    • SPECTRUM1505009
    • CHEMBL478589
    • Geranylgeraniol, >=85% (GC)
    • DTXCID501774316
    • BCP25724
    • 2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (E,E,E)-
    • AKOS028109426
    • CS-W012190
    • FG23658
    • HY-W011474
    • LMPR0104010009
    • NCGC00096069-01
    • NCGC00096069-02
    • CS-17354
    • C09094
    • P16964
    • Q3123708
    • BRD-K95402279-001-02-9
    • (E,E,E)-3,7,11,15 tetramethyl-2,6,10,14-hexadecatetraen-1-ol
    • 2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (2E,6E,10E)- (9CI)
    • 2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (E,E,E)- (8CI)
    • 3,7,11,15-TETRAMETHYL-2E,6E,10E,14E-2,6,10,14-HEXADECATETRAEN-1-OL
    • 623-656-5
    • ELX

  • Applications

    Geranylgeraniol (GGOH, CAS 24034-73-9) is a C20 isoprenoid (diterpenoid) alcohol used primarily as a biochemical tool and as a precursor of geranylgeranyl pyrophosphate to restore protein prenylation (e.g., Rho/Rac/Rab GTPases) when the mevalonate pathway is inhibited by statins or nitrogen-bisphosphonates; it is applied to rescue osteoclast and soft-tissue functions in studies of bisphosphonate-related osteonecrosis of the jaw, to assess and mitigate zoledronate toxicity and statin-associated effects, and as a substrate/control for geranylgeranyltransferases and other prenyltransferases; in organic synthesis and biocatalysis it serves as a starting material to generate geranylgeranyl diphosphate, diterpenoid/meroterpenoid derivatives, and for chemo(enzymatic) protein geranylgeranylation; in flavor-fragrance and cosmetic contexts it is explored as an isoprenoid aroma component and potential functional ingredient, with in vitro reports of antimicrobial, anti-inflammatory, and antioxidant activities.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 48.2
    methanol 24.77
    isopropanol 34.9
    water 0.01
    ethyl acetate 109.93
    n-propanol 50.09
    acetone 38.22
    n-butanol 71.48
    acetonitrile 12.44
    DMF 20.94
    toluene 70.95
    isobutanol 34.47
    1,4-dioxane 211.95
    methyl acetate 43.05
    THF 442.98
    2-butanone 78.21
    n-pentanol 68.57
    sec-butanol 58.71
    n-hexane 68.09
    ethylene glycol 0.78
    NMP 46.74
    cyclohexane 90.4
    DMSO 34.12
    n-butyl acetate 155.83
    n-octanol 42.21
    chloroform 188.26
    n-propyl acetate 109.68
    acetic acid 14.93
    dichloromethane 143.86
    cyclohexanone 138.68
    propylene glycol 4.55
    isopropyl acetate 101.89
    DMAc 69.26
    2-ethoxyethanol 80.12
    isopentanol 69.66
    n-heptane 72.34
    ethyl formate 25.57
    1,2-dichloroethane 97.84
    n-hexanol 97.08
    2-methoxyethanol 56.94
    isobutyl acetate 90.69
    tetrachloromethane 38.71
    n-pentyl acetate 111.3
    transcutol 488.87
    n-heptanol 52.53
    ethylbenzene 67.53
    MIBK 91.37
    2-propoxyethanol 122.4
    tert-butanol 70.11
    MTBE 201.6
    2-butoxyethanol 94.12
    propionic acid 15.57
    o-xylene 54.48
    formic acid 2.21
    diethyl ether 246.05
    m-xylene 58.61
    p-xylene 67.39
    chlorobenzene 53.93
    dimethyl carbonate 9.5
    n-octane 17.4
    formamide 3.66
    cyclopentanone 98.66
    2-pentanone 96.25
    anisole 109.49
    cyclopentyl methyl ether 191.95
    gamma-butyrolactone 68.65
    1-methoxy-2-propanol 67.61
    pyridine 92.12
    3-pentanone 76.39
    furfural 55.32
    n-dodecane 7.56
    diethylene glycol 24.36
    diisopropyl ether 96.65
    tert-amyl alcohol 91.07
    acetylacetone 71.13
    n-hexadecane 8.95
    acetophenone 83.6
    methyl propionate 47.98
    isopentyl acetate 162.36
    trichloroethylene 139.58
    n-nonanol 50.11
    cyclohexanol 71.49
    benzyl alcohol 42.09
    2-ethylhexanol 97.53
    isooctanol 56.03
    dipropyl ether 293.85
    1,2-dichlorobenzene 62.56
    ethyl lactate 26.38
    propylene carbonate 47.37
    n-methylformamide 7.35
    2-pentanol 61.15
    n-pentane 40.33
    1-propoxy-2-propanol 139.9
    1-methoxy-2-propyl acetate 145.93
    2-(2-methoxypropoxy) propanol 121.39
    mesitylene 47.86
    ε-caprolactone 132.77
    p-cymene 59.51
    epichlorohydrin 142.05
    1,1,1-trichloroethane 110.72
    2-aminoethanol 5.77
    morpholine-4-carbaldehyde 81.82
    sulfolane 79.89
    2,2,4-trimethylpentane 29.35
    2-methyltetrahydrofuran 297.23
    n-hexyl acetate 124.28
    isooctane 20.67
    2-(2-butoxyethoxy)ethanol 155.96
    sec-butyl acetate 121.71
    tert-butyl acetate 153.37
    decalin 40.85
    glycerin 5.88
    diglyme 323.86
    acrylic acid 7.11
    isopropyl myristate 65.77
    n-butyric acid 60.69
    acetyl acetate 45.76
    di(2-ethylhexyl) phthalate 42.69
    ethyl propionate 101.59
    nitromethane 18.99
    1,2-diethoxyethane 319.67
    benzonitrile 35.15
    trioctyl phosphate 28.39
    1-bromopropane 130.43
    gamma-valerolactone 138.97
    n-decanol 35.36
    triethyl phosphate 70.73
    4-methyl-2-pentanol 49.91
    propionitrile 25.94
    vinylene carbonate 31.95
    1,1,2-trichlorotrifluoroethane 54.83
    DMS 41.28
    cumene 54.9
    2-octanol 38.38
    2-hexanone 123.38
    octyl acetate 68.52
    limonene 98.13
    1,2-dimethoxyethane 233.85
    ethyl orthosilicate 94.61
    tributyl phosphate 37.15
    diacetone alcohol 91.59
    N,N-dimethylaniline 86.9
    acrylonitrile 13.7
    aniline 40.96
    1,3-propanediol 17.68
    bromobenzene 65.65
    dibromomethane 120.76
    1,1,2,2-tetrachloroethane 150.43
    2-methyl-cyclohexyl acetate 157.94
    tetrabutyl urea 51.45
    diisobutyl methanol 72.11
    2-phenylethanol 61.8
    styrene 60.52
    dioctyl adipate 88.84
    dimethyl sulfate 13.54
    ethyl butyrate 184.06
    methyl lactate 12.07
    butyl lactate 58.12
    diethyl carbonate 81.85
    propanediol butyl ether 48.63
    triethyl orthoformate 172.67
    p-tert-butyltoluene 60.97
    methyl 4-tert-butylbenzoate 101.15
    morpholine 247.69
    tert-butylamine 68.59
    n-dodecanol 26.67
    dimethoxymethane 58.25
    ethylene carbonate 32.49
    cyrene 70.62
    2-ethoxyethyl acetate 133.17
    2-ethylhexyl acetate 147.31
    1,2,4-trichlorobenzene 69.29
    4-methylpyridine 92.2
    dibutyl ether 173.16
    2,6-dimethyl-4-heptanol 72.11
    DEF 91.81
    dimethyl isosorbide 220.52
    tetrachloroethylene 84.46
    eugenol 73.42
    triacetin 97.74
    span 80 103.21
    1,4-butanediol 7.01
    1,1-dichloroethane 84.51
    2-methyl-1-pentanol 81.3
    methyl formate 5.16
    2-methyl-1-butanol 64.54
    n-decane 18.37
    butyronitrile 52.13
    3,7-dimethyl-1-octanol 59.96
    1-chlorooctane 55.48
    1-chlorotetradecane 19.45
    n-nonane 18.09
    undecane 10.93
    tert-butylcyclohexane 42.17
    cyclooctane 33.8
    cyclopentanol 40.65
    tetrahydropyran 370.96
    tert-amyl methyl ether 180.54
    2,5,8-trioxanonane 205.66
    1-hexene 127.43
    2-isopropoxyethanol 78.31
    2,2,2-trifluoroethanol 3.62
    methyl butyrate 117.28

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Samurai orchid (Neofinetia) Neofinetia falcata, fam. Orchidaceae 53.0%